QSAR study on the removal efficiency of organic pollutants in supercritical water based on degradation temperature
Tóm tắt
This paper aims to study temperature-dependent quantitative structure activity relationship (QSAR) models of supercritical water oxidation (SCWO) process which were developed based on Arrhenius equation between oxidation reaction rate and temperature. Through exploring SCWO process, each kinetic rate constant was studied for 21 organic substances, including azo dyes, heterocyclic compounds and ionic compounds. We propose the concept of TR95, which is defined as the temperature at removal ratio of 95%, it is a key indicator to evaluate compounds’ complete oxidation. By using Gaussian 09 and Material Studio 7.0, quantum chemical parameters were conducted for each organic compound. The optimum model is TR95 = 654.775 + 1761.910f(+)n − 177.211qH with squared regression coefficient R2 = 0.620 and standard error SE = 35.1. Nearly all the compounds could obtain accurate predictions of their degradation rate. Effective QSAR model exactly reveals three determinant factors, which are directly related to degradation rules. Specifically, the lowest f(+) value of main-chain atoms (f(+)n) indicates the degree of affinity for nucleophilic attack. qH shows the ease or complexity of valence-bond breakage of organic molecules. BOx refers to the stability of a bond. Coincidentally, the degradation mechanism could reasonably be illustrated from each perspective, providing a deeper insight of universal and propagable oxidation rules. Besides, the satisfactory results of internal and external validations suggest the stability, reliability and predictive ability of optimum model.
Tài liệu tham khảo
Shin YH, Lee H-S, Veriansyah B et al (2012) Simultaneous carbon capture and nitrogen removal during supercritical water oxidation. J Supercrit Fluids 72:120–124
Angeles-Hernández MJ, Leeke GA, Santos RC (2008) Catalytic supercritical water oxidation for the destruction of quinoline over MnO2/CuO mixed catalyst. Ind Eng Chem Res 48(3):1208–1214
Papadopoulos A, Fatta D, Loizidou M (2007) Development and optimization of dark Fenton oxidation for the treatment of textile wastewaters with high organic load. J Hazard Mater 146(3):558–563
Yang Y, Pignatello JJ, Ma J et al (2014) Comparison of halide impacts on the efficiency of contaminant degradation by sulfate and hydroxyl radical-based advanced oxidation processes (AOPs). Environ Sci Technol 48(4):2344–2351
Dong XQ, Wang YQ, Li XQ et al (2014) Process simulation of laboratory wastewater treatment via supercritical water oxidation. Ind Eng Chem Res 53(18):7723–7729
Goto M, Nada T, Ogata A et al (1998) Supercritical water oxidation for the destruction of municipal excess sludge and alcohol distillery wastewater of molasses. J Supercrit Fluids 13(1–3):277–282
Zhang J, Wang SZ, Guo Y et al (2013) Co-oxidation effects of methanol on acetic acid and phenol in supercritical water. Ind Eng Chem Res 52(31):10609–10618
Jimenez-Espadafor F, Portela JR, Vadillo V et al (2010) Supercritical water oxidation of oily wastes at pilot plant: simulation for energy recovery. Ind Eng Chem Res 50(2):775–784
Tang WZ (2016) Physicochemical treatment of hazardous wastes. CRC Press, Boca Raton
Dearden J, Cronin M, Kaiser K (2009) How not to develop a quantitative structure–activity or structure–property relationship (QSAR/QSPR). SAR QSAR Environ Res 20(3–4):241–266
Sudhakaran S, Amy GL (2013) QSAR models for oxidation of organic micropollutants in water based on ozone and hydroxyl radical rate constants and their chemical classification. Water Res 47(3):1111–1122
Sudhakaran S, Lattemann S, Amy GL (2013) Appropriate drinking water treatment processes for organic micropollutants removal based on experimental and model studies—a multi-criteria analysis study. Sci Total Environ 442:478–488
Sudhakaran S, Calvin J, Amy GL (2012) QSAR models for the removal of organic micropollutants in four different river water matrices. Chemosphere 87(2):144–150
Marulanda V, Bolanos G (2010) Supercritical water oxidation of a heavily PCB-contaminated mineral transformer oil: laboratory-scale data and economic assessment. J Supercrit Fluids 54(2):258–265
Perez IV, Rogak S, Branion R (2004) Supercritical water oxidation of phenol and 2,4-dinitrophenol. J Supercrit Fluids 30(1):71–87
Cocero M, Alonso E, Torio R et al (2000) Supercritical water oxidation in a pilot plant of nitrogenous compounds: 2-propanol mixtures in the temperature range 500–750 °C. Ind Eng Chem Res 39(10):3707–3716
Anikeev V, Belobrov N, Piterkin R et al (2006) Results of testing the plant for supercritical water oxidation of nitroglycerin and diethylene glycol dinitrate. Ind Eng Chem Res 45(24):7977–7981
Crain N, Tebbal S, Li L, Gloyna EF et al (1993) Kinetics and reaction pathways of pyridine oxidation in supercritical water. Ind Eng Chem Res 32(10):2259–2268
Vadillo V, Sánchez-Oneto J, Portela JR et al (2013) Problems in supercritical water oxidation process and proposed solutions. Ind Eng Chem Res 52(23):7617–7629
Kritzer P, Dinjus E (2001) An assessment of supercritical water oxidation (SCWO): existing problems, possible solutions and new reactor concepts. Chem Eng J 83(3):207–214
Tan YQ, Shen ZM, Guo WM et al (2014) Temperature sensitivity of organic compound destruction in SCWO process. J Environ Sci 26(3):512–518
Apablaza G, Montoya L, Morales-Verdejo C et al (2017) 2D-QSAR and 3D-QSAR/CoMSIA studies on a series of (R)-2-((2-(1H-Indol-2-yl)ethyl)amino)-1-phenylethan-1-ol with human beta(3)-adrenergic activity. Molecules 22(3):404
Cardoso SP, Gomes JACP, Borges LEP et al (2007) Predictive QSPR analysis of corrosion inhibitors for super 13% Cr steel in hydrochloric acid. Braz J Chem Eng 24(4):547–559
Zhu HC, Shen ZM, Tang QL et al (2014) Degradation mechanism study of organic pollutants in ozonation process by QSAR analysis. Chem Eng J 255:431–436
Pagare AH, Kankate RS, Shaikh AR (2015) 2D and 3D QSAR using kNN-MFA method of the novel 3, 4-dihydropyrimidin-2 (1H)-one urea derivatives of N-aryl urea as an antifungal agents. Curr Pharma Res 5(2):1473
Xu J, Huang SC, Luo HB et al (2010) QSAR studies on andrographolide derivatives as alpha-glucosidase inhibitors. Int J Mol Sci 11(3):880–895